60946-75-0

Basic information

• Product Name: 3-( 2,5-dimethowy-phenyl)-3-oxo-propionic acid ethyl ester
• Synonyms: 3-( 2,5-dimethowy-phenyl)-3-oxo-propionic acid ethyl ester
• CAS NO: 60946-75-0
• Molecular Formula: C₁₃H₁₆O₅
• Molecular Weight: 252.264
• Mol File: 60946-75-0.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 3-( 2,5-dimethowy-phenyl)-3-oxo-propionic acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 3-( 2,5-dimethowy-phenyl)-3-oxo-propionic acid ethyl ester(60946-75-0)
• EPA Substance Registry System: 3-( 2,5-dimethowy-phenyl)-3-oxo-propionic acid ethyl ester(60946-75-0)

Safety Data

• Hazardous Substances Data: 60946-75-0(Hazardous Substances Data)

Usage

General Description

The chemical 3-(2,5-dimethoxy-phenyl)-3-oxo-propionic acid ethyl ester, also known as ethyl 3-(2,5-dimethoxyphenyl)-3-oxopropionate, is an organic compound with the molecular formula C13H16O5. It is commonly used as a building block in the synthesis of various pharmaceuticals and fine chemicals. 3-( 2,5-dimethowy-phenyl)-3-oxo-propionic acid ethyl ester is typically used in the preparation of different esters and amides, and it can also be used as a reagent in organic synthesis. Its versatile nature and ability to participate in a wide range of reactions make it a valuable tool for chemical research and industrial applications. Additionally, its unique structural properties make it an important intermediate in the development of new drugs and active pharmaceutical ingredients.

Upstream product

• 1201-38-3 2',5'-dimethoxyacetophenone 
• 105-58-8 Diethyl carbonate 
• 17918-14-8 2,5-dimethoxybenzoyl chloride 
• 141-78-6 ethyl acetate 

Downstream Products

• 102748-04-9 1-[3-(2,5-dimethoxy-phenyl)-3-oxo-propionylamino]-4-(toluene-4-sulfonylamino)-benzene 
• 102026-36-8 3-(2,5-dimethoxy-phenyl)-3-oxo-propionic acid-(4-nitro-anilide) 
• 101575-57-9 3-(2,5-dimethoxy-phenyl)-3-oxo-propionic acid-(4-sulfamoyl-anilide) 
• 102081-78-7 1-acetylamino-4-[3-(2,5-dimethoxy-phenyl)-3-oxo-propionylamino]-benzene 
• 1450736-66-9 6,7-methylenedioxy-4-(2,5-dimethoxyphenyl)quinolin-2(1H)-one 
• 1450736-79-4 N-(benzo[d][1,3]dioxol-5-yl)-3-(2,5-dimethoxyphenyl)-3-oxopropanamide 
• 23112-68-7 ethyl 6-methoxy-4-oxo-1-phenyl-1,4-dihydroquinoline-3-carboxylate 
• 60946-81-8 2-(2,5-dimethoxy-phenyl)-5-hydroxy-benzofuran-3-carboxylic acid ethyl ester 
• 1435467-38-1 2-[6-(2,5-dimethoxyphenyl)-4-oxo-2-thioxo-3,4-dihydropyrimidin-1(2H)-yl]acetamide 
• 1435472-78-8 ethyl (Z)-3-( (2-amino-2-oxoethyl)amino)-3-(2,5-dimethoxyphenyl)acrylate 
• 101730-51-2 3-(2,5-dimethoxy-phenyl)-3-oxo-propionic acid-(4-methylsulfanyl-anilide) 
• 101571-25-9 3-(2,5-dimethoxy-phenyl)-3-oxo-propionic acid-(2-chloro-anilide) 
• 101878-14-2 3-(2,5-dimethoxy-phenyl)-3-oxo-propionic acid anilide 
• 107520-76-3 N-[3-(2,5-dimethoxy-phenyl)-3-oxo-propionyl]-anthranilic acid 

Relevant articles and documents

Synthesis of 4-Quinolones: N,O-Bis(trimethylsilyl)acetamide-Mediated Cyclization with Cleavage of Aromatic C-O Bond

The synthesis of 1,4-dihydro-4-oxoquinoline derivatives (4-quinolones) based on a BSA [N,O-bis(trimethylsilyl)acetamide]-mediated cyclization of substituted 1-(2-methoxyphenyl)-3-(alkyl/arylamino)prop-2-en-1-ones is described. The reaction belongs to a rare set of cyclizations in which a methoxy group serves as the leaving group. Reaction takes place by the action of silylating agent under mild conditions and provides high yields of pure products following simple aqueous work-up. The versatility of the approach is exemplified by a wide range of 1-alkyl/aryl 3-carboxylates and 3-nitriles that have been prepared. A crucial advantage of this approach is the facile availability of starting methoxy compounds enabling new synthetic possibilities as well as improved cost efficiency. A new approach to the synthesis of 1,4-dihydro-4-oxoquinoline (4-quinolone) derivatives using a BSA-mediated reaction was developed; this entails an example of rare cyclizations in which an OMe group serves as a leaving group. This transformation has great synthetic potential due to the phenolic framework of starting materials and the mildness of the reagent.

Design and synthesis of 6,7-methylenedioxy-4-substituted phenylquinolin-2(1H)-one derivatives as novel anticancer agents that induce apoptosis with cell cycle arrest at G2/M phase

Novel 6,7-methylenedioxy-4-substituted phenylquinolin-2(1H)-one derivatives 12a-n were designed and prepared through an intramolecular cyclization reaction and evaluated for in vitro anticancer activity. Among the synthesized compounds, 6,7-methylenedioxy-4-(2,4-dimethoxyphenyl)quinolin-2(1H)-one (12e) displayed potent cytotoxicity against several different tumor cell lines at a sub-micromolar level. Furthermore, results of fluorescence-activated cell sorting (FACS) analysis suggested that 12e induced cell cycle arrest in the G2/M phase accompanied by apoptosis in HL-60 and H460 cells. This action was confirmed by Hoechst staining and caspase-3 activation. Due to their easy synthesis and remarkable biological activities, 4-phenylquinolin-2(1H)-one analogs (4-PQs) are promising new anticancer leads based on the quinoline scaffold. Accordingly, compound 12e was identified as a new lead compound that merits further optimization and development as an anticancer candidate.